A. Sher et al., SPECTROSCOPIC AND POLAROGRAPHIC INVESTIGATIONS - COPPER(II)-PENICILLIN DERIVATIVES, International journal of pharmaceutics, 148(2), 1997, pp. 191-199
Copper(II) derivatives of penicillins (benzypenicillin, phenoxymethyle
nepenicillin, ampicillin, amoxycillin and carbenicillin) have been pre
pared. Copper(II) ions promote hydrolysis of penicillins (L) to corres
ponding penicilloic acids (L) owing to beta-lactam group. Coordinatio
n compounds isolated under equilibrium conditions showed stoichiometri
es of the type CuL, CuL2*, and CuL3*, Two compounds with molar metal
to ligand ratio 1:1 and 1:3 are aqueous soluble and interactions at mo
lar ratio 1:2 result in precipitate formation. The solubility of the p
recipitates undergoes no changes in a broad pH region. It takes place
only in highly acidic or alkaline media. The infrared spectra suggest
that penicillins behave as monoanionic bidentate ligands coordinating
the Cu(II) ion through the carboxylic group. (C) 1997 Elsevier Science
B.V.